CHO Co₂Et Na-co DEU DBU is an amine-like base: please abbreviate NR- CHO >> 20:1 dr CO₂Et > 20:1 ** HE CHO 9 > 20:1 dr > 20:1 CO₂Et

Chemistry & Chemical Reactivity
10th Edition
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter23: Carbon: Not Just Another Element
Section: Chapter Questions
Problem 52PS
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Under basic conditions, the following substrates can undergo a [4+2] cycloaddition with regio- and
diastereo- control. Rationalize mechanistically how the reaction occurs as well as the regio- and stereochemical outcome with each base. 

0=
CHO
co₂Et
Na-co
DEU
DBU is an amine-like base;
please abbreviate NR-
0=
OH
CHO
> 20:1 dr
CO₂Et > 20:1
CH
CHO
CO₂Et
20:1'dr
20:1
Transcribed Image Text:0= CHO co₂Et Na-co DEU DBU is an amine-like base; please abbreviate NR- 0= OH CHO > 20:1 dr CO₂Et > 20:1 CH CHO CO₂Et 20:1'dr 20:1
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